K 2 S 2 O 8 -Mediated Bromination/Truce–Smiles Rearrangement/Desulfonylation of N -Arylsulfonyl Acrylamides: Access to β-Brominated Amide Derivatives

The Journal of Organic Chemistry 2026

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Authors: Yucai Tang, Jiaming Huang, Jingyao Liang, Na Long, Jiale Liu, Qiumei Yin, Dongfang Jiang, Hai‐Tao Zhu, Wei-Min He
DOI: 10.1021/acs.joc.6c00337
Cited by: 9
References: 45

Abstract

A K 2 S 2 O 8 -mediated tandem bromination/Truce–Smiles rearrangement/desulfonylation of N -arylsulfonyl acrylamides with sodium bromide has been developed. This reaction exhibits broad functional group compatibility and scalability, delivering structurally diverse β -brominated amides containing a quaternary carbon center in good yields. Mechanistic studies indicated that the formation of bromine radicals represents the crucial step in this radical cascade transformation. This approach provides a complementary and efficient route toward the synthesis of valuable β-brominated amide derivatives.

Fields of Study & Subjects

Vanadium and Halogenation Chemistry Catalytic C–H Functionalization Methods Synthesis and Catalytic Reactions

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
18
Pages
6440–6447
Publication date
27 April 2026
Language
EN